Reaction #1726693

Reaction equation

7A

Ethyl 5-(4-(difluoromethoxy)phenyl)-1,3,4-oxadiazole-2-carboxylate

3B

6-(4-(Azetidin-3-yloxy)benzyl)-2-oxa-6-azaspiro[3.3]heptane

→

7

Yield 68.6%

(3-(4-(2-Oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenoxy)azetidin-1-yl)(5-(4-(difluoromethoxy)phenyl)-1,3,4-oxadiazol-2-yl)methanone

Yield 68.6%

Conditions

Procedure

Using a similar protocol as described in Example 6 but employing 7A (60 mg, 0.21 mmol) and 3B (50 mg, 0.19 mmol) as starting materials afforded 65 mg (68%) of 7 as a solid. 1H NMR (500 MHz, CDCl3): δ 3.0-4.2 (m, 6H), 4.34 (m, 1H), 4.66 (m, 1H), 4.76 (m, 5H), 5.10 (m, 2H), 6.62 (t, 1H), 6.76 (m, 2H), 7.27 (m, 4H), 8.18 (d, 2H), MS (APCI+) m/z 499 [M+H]+, LC purity: 96%.

Source